6,7-bis(3-(1H-benzo[d]imidazol-1-yl)-2-hydroxypropoxy)-4-methyl-2H-chromen-2-one

ID: ALA3310268

PubChem CID: 118706394

Max Phase: Preclinical

Molecular Formula: C30H28N4O6

Molecular Weight: 540.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2cc(OCC(O)Cn3cnc4ccccc43)c(OCC(O)Cn3cnc4ccccc43)cc12

Standard InChI:  InChI=1S/C30H28N4O6/c1-19-10-30(37)40-27-12-29(39-16-21(36)14-34-18-32-24-7-3-5-9-26(24)34)28(11-22(19)27)38-15-20(35)13-33-17-31-23-6-2-4-8-25(23)33/h2-12,17-18,20-21,35-36H,13-16H2,1H3

Standard InChI Key:  VYNZRAQVFWVIBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 40 45  0  0  0  0  0  0  0  0999 V2000
   10.6737  -12.7019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3766  -13.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0847  -12.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0856  -11.8858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7920  -13.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5002  -12.7045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7914  -12.4296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2438  -13.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3835  -11.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5868  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0444  -11.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2975  -10.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0981  -10.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6370  -10.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9631  -13.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9616  -13.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2535  -14.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2553  -12.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5467  -13.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5479  -13.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8378  -14.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1219  -13.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1208  -13.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8354  -12.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4154  -14.3505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8354  -11.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6696  -14.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3724  -13.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0806  -14.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0815  -15.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7879  -13.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4960  -14.3412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7872  -14.6162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2397  -14.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3794  -15.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5827  -15.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0402  -15.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2934  -16.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0940  -16.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6329  -16.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  6  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
 16 17  1  0
 17 20  2  0
 19 18  2  0
 18 15  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 22 25  2  0
 24 26  1  0
 16 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 36  1  0
 35 33  1  0
 33 34  2  0
 34 32  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310268

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 540.58

Molecular Weight (Monoisotopic): 540.2009

AlogP: 3.68

#Rotatable Bonds: 10

Polar Surface Area: 124.77

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.66

CX Basic pKa: 5.62

CX LogP: 3.13

CX LogD: 3.12

Aromatic Rings: 6

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -0.50

References

1. Damu GL, Cui SF, Peng XM, Wen QM, Cai GX, Zhou CH..  (2014)  Synthesis and bioactive evaluation of a novel series of coumarinazoles.,  24  (15): [PMID:24930836] [10.1016/j.bmcl.2014.05.029]

Source

Source(1):

• Scientific Literature